[privatelypublic]

What are you thinking the crime would be? He bet his company on a literal toss of the dice instead of the routine figurative ones.

Outside of Bribery and ?SarBox? (Whichever regulation handles kickbacks, etc), I can't think of anything.

[mothballed]

If you spend investor money at a literal casino while advertising a non-casino related business, and pay the investors back, probably people will view you as not committing a crime.

If you get investor money or get a loan on the basis of funding logistics investments, bet it on roulette red, and go bankrupt, I would expect you'd be looking at hard jail time for fraud.

So I'm thinking the crime would be nothing, because he was a winner, and the optics totally changed, and fraud relies on very subjective opinions of a jury.

[bryanlarsen]

There are lots of examples of people going to jail despite investors getting their money back, like SBF and Shkreli. Even Madoff investors got 94% of their investments back.